Chinese Journal of Organic Chemistry >
A New Prenylated Isoflavone from the Stems and Leaves of Trigonostemon howii
Received date: 2020-08-04
Revised date: 2020-09-13
Online published: 2020-11-04
Supported by
Key Research and Development Project of Hainan Province(ZDYF2019049); Natural Science Foundation of Hainan Province(2019RC198); National Natural Science Foundation of China(21662011); National Natural Science Foundation of China(31660097); National Natural Science Foundation of China(21967008); National Natural Science Foundation of China(32070390); National Natural Science Foundation of China(22067005); Key Research and Development Project of Haikou City(2017050); Key Research and Development Project of Haikou City(20020056)
A new prenylated isoflavone, trigohowine (1), together with seven known isoflavones, was isolated from the stems and leaves of Trigonostemon howii. Their structures were established on the basis of extensive spectral analyses. All known compounds were isolated from the genus Trigonostemon for the first time. The antitumor activities of compounds 1~8were evaluated against five cancer cell lines (HL-60, A549, SMMC-7721, MCF-7 and SW480). The research results showed that compounds 1~8 exhibited obvious inhibitory effects with IC50 values comparable to those of doxorubicin.
Yanhui Fu , Yutong Xie , Qingwei Ma , Bo Jiang , Lan Xie , Zehua Qiao , Yanping Liu . A New Prenylated Isoflavone from the Stems and Leaves of Trigonostemon howii[J]. Chinese Journal of Organic Chemistry, 2021 , 41(3) : 1246 -1250 . DOI: 10.6023/cjoc202008002
[1] | Flora Reipublicae Popularis Sinicae Editorial Board Flora Reipub- licae Popularis Sinicae, Vol. 44(2), Science Press, Beijing, 1996,p. 162. (in Chinese) |
[1] | (中国植物志编辑委员会, 中国植物志, Vol. 44(2), 科学出版社, 北京, 1996,p. 162.) |
[2] | Jayasuriya, H.; Zink, D. L.; Singh, S. B.; Borris, R. P.; Nanakorn, W.; Beck, H. T.; Balick, M. J.; Goetz, M. A.; Slayton, L.; Gregory, L.; Zakson-Aiken, M. J. Am. Chem. Soc. 2000, 122, 4998. |
[3] | Tan, C. J.; Di, Y. T.; Wang, Y. H.; Zhang, Y.; Si, Y. K.; Zhang, Q.; Gao, S.; Hu, X. J.; Fang, X.; Li, S. F.; Hao, X. J. Org. Lett. 2010, 12, 2370. |
[4] | Dong, S. H.; Liu, H. B.; Xu, C. H.; Ding, J.; Yue, J. M. J. Nat. Prod. 2011, 74, 2576. |
[5] | Tang, G. H.; Zhang, Y.; Gu, Y. C.; Li, S. F.; Di, Y. T.; Wang, Y. H.; Yang, C. X.; Zuo, G. Y.; Li, S. L.; He, H. P.; Hao, X. J. J. Nat. Prod. 2012, 75, 996. |
[6] | Allard, P. M.; Martin, M. T.; Dau, M. E. T. H.; Leyssen, P.; Gueritte, F.; Litaudon, M. Org. Lett. 2012, 14, 342. |
[7] | Li, S. F.; He, H. P.; Hao, X. J. Nat. Prod. Res. 2015, 29, 1845. |
[8] | Kaemchantuek, P.; Chokchaisiri, R.; Prabpai, S.; Kongsaeree, P.; Chunglok, W.; Utaipan, T.; Chamulitrate, W.; Suksamrarn, A. Tetrahedron 2017, 73, 1594. |
[9] | East, A. J.; Ollis, W. D.; Wheeler, R. E. J. Chem. Soc. C 1969, 3, 365. |
[10] | Yang, L. F.; Wang, K.; Jiang, M. G.; Liu, H. C.; Wang, X.; Qin, P. Y.; Ouyang, Q. L. J. Asian Nat. Prod. Res. 2015, 17, 1002. |
[11] | Zhang, H. X.; Lunga, P. K.; Li, Z. J.; Dai, Q.; Du, Z. Z. Fitoterapia 2014, 95, 147. |
[12] | Arruda, M. S. P.; Fernandes, J. B.; Da Silva, M. F. D. G.; Vieira, P. C.; Pirani, J. R. Phytochemistry 1992, 31, 3617. |
[13] | Sripisut, T.; Ritthiwigrom, T.; Promgool, T.; Yossathera, K.; Deachathai, S.; Phakhodee, W.; Cheenpracha, S.; Laphookhieo, S. Phytochem. Lett. 2012, 5, 379. |
[14] | Trisuwan, K.; Rukachaisirikul, V.; Phongpaichit, S.; Hutadilok-Towatana, N. Phytochem. Lett. 2013, 6, 511. |
[15] | Orabi, M. A.; Aoyama, H.; Kuroda, T.; Hatano, T. Molecules 2014, 19, 3883. |
[16] | Moriyama, M.; Tahara, S.; Ingham, J. L.; Mizutani, J. Phytochemistry 1992, 31, 683. |
[17] | Wei, G. Z.; Mao, M. F.; Li, X. M.; Ren, F. C.; Wang, F. Nat. Prod. Bioprosp. 2016, 6, 111. |
[18] | Fu, Y. H.; Di, Y. T.; He, H. P.; Li, S. L.; Zhang, Y.; Hao, X. J. J. Nat. Prod. 2014, 77, 57. |
[19] | Liu, Y. P.; Tang, J. Y.; Hua, Y.; Lai, L.; Luo, X. L.; Zhang, Z. J.; Yin, W. Q.; Chen, G. Y.; Fu, Y. H. Bioorg. Chem. 2018, 76, 386. |
[20] | Ma, Y. L.; Liu, Y. P.; Zhang, C.; Zhao, W. H.; Shi, S.; He, D. N.; Zhang, P.; Liu, X. H.; Han, T. T.; Fu, Y. H. Bioorg. Chem. 2018, 76, 359. |
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